February 17, 2023


Automated Social Selling and Content Generation

Best for:

  • Sales Representatives
  • Marketing Leaders
  • Content Marketers

Use cases:

  • Automated LinkedIn Posting
  • Engagement Maximization
  • Prospect Building

Users like:

  • Sales Department
  • Marketing Department
  • Content Creation Team

What is Letterdrop?

Quick Introduction

Letterdrop is an advanced, AI-driven social selling and content generation tool aimed at sales representatives, marketing leaders, and content marketers. Leveraging the power of artificial intelligence, Letterdrop assists sales and marketing teams in creating, optimizing, and distributing engaging content across LinkedIn, especially harnessing data from sales calls to generate meaningful posts. By turning sales reps into trusted advisors through automated and efficient content generation, Letterdrop aims to enhance engagement, build trust with buyers, and ultimately boost revenue and pipeline growth. It’s particularly beneficial for teams looking to ditch cold outbound strategies for a more relational, educating approach that resonates more with potential buyers.

Pros and Cons

  • Pros:

    1. Automated Content Generation: Saves time by automating LinkedIn post creation based on sales call insights.
    2. Maximized Engagement: Automates likes, comments, and reposts to expand content reach within the seller’s network.
    3. Integrated Tools: Seamlessly integrates with Gong, Chorus, Clari, and more to utilize sales call data effectively.
  • Cons:

    1. Cost: The starting point of $499/month could be a barrier for smaller teams or startups.
    2. Learning Curve: Some users may need time to adjust to and fully leverage the platform’s features.
    3. Limited Outside LinkedIn: Primarily focuses on LinkedIn, may not be suitable for companies targeting other social platforms.


  • Automates LinkedIn posts using sales call insights.
  • Enhances reach and engagement through automated interactions.
  • Builds a list of engaged prospects for targeted outreach.

Features and Functionality

  • AI-Generated Content: Automatically drafts LinkedIn posts based on questions from actual sales calls, maximizing relevance and engagement.
  • Automated Engagement: Facilitates likes, comments, and reposts from your team to ensure wider visibility and interaction.
  • Prospect List Building: Tracks engagement to create targeted lists of potential buyers for more effective outreach.
  • Voice Adaptation: Posts are created in the specific tone of the sales rep, ensuring authenticity.
  • Scheduling and Automation: Schedules and posts content automatically, taking the workload off the sales reps’ shoulders.

Integration and Compatibility

Letterdrop integrates seamlessly with popular sales call recording software such as Gong, Chorus, Clari, Fireflies, Grain, and Outreach. This integration ensures that the data driving the automated content generation is precise and based on real-world interactions. Letterdrop does not extend its functionality beyond LinkedIn, making it a specialized yet powerful tool for social selling on this particular platform.

Benefits and Advantages

  • Time-Saving Automation: Dramatically reduces the amount of time sales reps need to spend creating and sharing content.
  • Improved Engagement: Automated likes and comments increase the chances of content going viral within the target audience’s network.
  • Relevance and Authenticity: Content created from real sales call data ensures high relevancy and authenticity.
  • Visibility: Increased post engagement ensures higher visibility on LinkedIn, thus expanding reach.
  • Efficiency: Minimal manual intervention required, freeing up sales reps to focus more on closing deals.

Pricing and Licensing

Letterdrop offers a subscription-based pricing model starting at $499 per month on an annualized basis.

Do you use Letterdrop?

This plan provides access to all primary features, including automated post generation, engagement capabilities, and integration with call recording tools. Free trials and demo options are available to help potential users evaluate the tool’s effectiveness before committing.

Support and Resources

Letterdrop provides extensive support through various channels, including a Help Center with detailed documentation, a number of insightful video tutorials, and a community forum for user interaction and exchange of best practices. Additionally, dedicated customer support is available via email or chat to resolve any issues or queries promptly.

Letterdrop as an Alternative to

LinkedIn Sales Navigator: While LinkedIn Sales Navigator serves primarily as a CRM and lead generation tool within LinkedIn, Letterdrop goes a step further by automating content creation and engagement, fostering a stronger relationship-building process rather than just lead tracking.

Alternatives to Letterdrop

  1. Hootsuite: Offers broader social media management capabilities but lacks the specialized AI-driven content generation and engagement automation specific to LinkedIn sales.
  2. Sprout Social: Known for its detailed analytics and social listening features, making it suitable for a wider range of social platforms but not as tailored to sales-driven content automation as Letterdrop.
  3. Buffer: Provides excellent scheduling and posting functionalities across multiple platforms but doesn’t dive into the automated engagement and AI-generated content from sales data.


Letterdrop efficiently bridges the gap between sales calls and social selling by automating LinkedIn post creation and engagement based on real buyer interactions. Its integration with call recording tools, automation, and authentic content creation significantly boost engagement and build trust with potential buyers. Ideal for B2B sales and marketing teams, it offers a modern approach to social selling, making it easier to connect with and educate prospects, thereby fueling revenue growth.

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